view-of-portland-and-mount-hood-from-pittock-mansionA lovely run through Macleay Park, culminating at Pittock Mansion. This 700 foot climb starts at the Lower Macleay Trail and the Kings Heights neighborhood. Run for 1 mile and then follow the Wildwood Trail and up to the Mansion. It’s uphill one way, and downhill on the return. Pittock Mansion, an architectural landmark symbolizing Portland’s migration from a lumber town to a bustling city. has been used in a number of motion pictures, and as the end point for the 13th season of the fitness-themed reality program The Amazing Race.

Add-Ons: Continue south on the Wildwood Trail to Washington Park, and the residential streets of the hilly Kings Heights neighborhood.